N-acetyl-O-carboxymethyl-L-tyrosine tert-butyl ester | 1186386-24-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-acetyl-O-carboxymethyl-L-tyrosine tert-butyl ester
• 英文别名: 2-[4-[(2S)-2-acetamido-3-[(2-methylpropan-2-yl)oxy]-3-oxopropyl]phenoxy]acetic acid
• CAS: 1186386-24-2
• 化学式: C₁₇H₂₃NO₆
• 分子量: 337.373
• InChiKey: ZFZVLLCJPCUAHN-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-acetyl-O-carboxymethyl-L-tyrosine tert-butyl ester 、 N,N'-羰基二咪唑 以 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Two-colour screening in combinatorial chemistry: prospecting for enantioselectivity in a library of steroid-based receptors

  摘要：

  The screening of resin-bound combinatorial libraries with pairs of dye-tagged substrates is a powerful strategy for discovering selective receptors. However, implementation has been hampered by a lack of complementary but chemically similar dyes. We now show that the well-established Disperse Red 1 and the recently-introduced Bristol Blue 1 can be used in parallel to synthesise 'pseudoenantiomeric' analogues of N-acetyl-alpha-amino acids and of the anti-inflammatory drug Naproxen. A steroid-based receptor library has been prepared and screened with these substrates. Preliminary results suggest that some members may be highly enantioselective receptors for N-acetyl-alpha-amino acids. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.018
• 作为产物：
  描述：

  N-acetyl-O-(benzyloxycarbonyl)methyl-L-tyrosine tert-butyl ester 在 palladium on activated charcoal 、 氢气 作用下， 以 四氢呋喃 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 以98%的产率得到N-acetyl-O-carboxymethyl-L-tyrosine tert-butyl ester
  参考文献：
  名称：

  Two-colour screening in combinatorial chemistry: prospecting for enantioselectivity in a library of steroid-based receptors

  摘要：

  The screening of resin-bound combinatorial libraries with pairs of dye-tagged substrates is a powerful strategy for discovering selective receptors. However, implementation has been hampered by a lack of complementary but chemically similar dyes. We now show that the well-established Disperse Red 1 and the recently-introduced Bristol Blue 1 can be used in parallel to synthesise 'pseudoenantiomeric' analogues of N-acetyl-alpha-amino acids and of the anti-inflammatory drug Naproxen. A steroid-based receptor library has been prepared and screened with these substrates. Preliminary results suggest that some members may be highly enantioselective receptors for N-acetyl-alpha-amino acids. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.018

文献信息

• Two-colour screening in combinatorial chemistry: prospecting for enantioselectivity in a library of steroid-based receptors
  作者：Vicente del Amo、Adam P. McGlone、José M. Soriano、Anthony P. Davis

  DOI：10.1016/j.tet.2009.06.018

  日期：2009.8

  The screening of resin-bound combinatorial libraries with pairs of dye-tagged substrates is a powerful strategy for discovering selective receptors. However, implementation has been hampered by a lack of complementary but chemically similar dyes. We now show that the well-established Disperse Red 1 and the recently-introduced Bristol Blue 1 can be used in parallel to synthesise 'pseudoenantiomeric' analogues of N-acetyl-alpha-amino acids and of the anti-inflammatory drug Naproxen. A steroid-based receptor library has been prepared and screened with these substrates. Preliminary results suggest that some members may be highly enantioselective receptors for N-acetyl-alpha-amino acids. (C) 2009 Elsevier Ltd. All rights reserved.